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REAL ESTATE
For agentsBuySellInternationalCryptoJournal
ENES
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For agentsBuySellInternationalCryptoJournal414.712.6275
REAL ESTATE
For agentsBuySellInternationalCryptoJournal
ENES
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For agentsBuySellInternationalCryptoJournal414.712.6275
HOMES FOR SALE · KISSIMMEE

Homes for sale in KissimmeeKissimmee homes for sale, with a plan built around you.

Where a short-term rental and a family home can both make sense. Highway 192 runs the rental communities near the parks, and downtown holds the older lakefront blocks. I live and work this market, so I know which streets hold value.

2,904 homes

FloridaWisconsin
Pedro Rivera
Pedro RiveraAs seen on · Media coverage
TMJ4Telemundo WisconsinCBS 58 Wisconsin
Nathalie Montmellisa hayesCaptivated Real EstateAshly SantiagoKiara Rivera Morla
5.0· 74 GOOGLE REVIEWS
976+ FAMILIES GUIDED · FL & WI
2904 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
1188 CASTLE PINES Court, Kissimmee, FL 34747For sale$488,0001188 CASTLE PINES Court, Kissimmee, FL 347472817 ALMATON Loop #304, Kissimmee, FL 34747For sale$325,000502 MATTERHORN Place, Kissimmee, FL 34758For rent$1,640
1188 CASTLE PINES Court, Kissimmee, FL 34747
1188 CASTLE PINES Court, Kissimmee, FL 34747 2
1188 CASTLE PINES Court, Kissimmee, FL 34747 3
For sale · 123 DAYS
$488,000

1188 CASTLE PINES Court

Kissimmee, FL

Courtesy of REAL BROKER, LLC

2817 ALMATON Loop #304, Kissimmee, FL 34747
2817 ALMATON Loop #304, Kissimmee, FL 34747 2
2817 ALMATON Loop #304, Kissimmee, FL 34747 3
502 MATTERHORN Place, Kissimmee, FL 34758
502 MATTERHORN Place, Kissimmee, FL 34758 2
502 MATTERHORN Place, Kissimmee, FL 34758 3
8452 CRYSTAL COVE Loop, Kissimmee, FL 34747
8452 CRYSTAL COVE Loop, Kissimmee, FL 34747 2
8452 CRYSTAL COVE Loop, Kissimmee, FL 34747 3
4764 ORMOND BEACH Way, Kissimmee, FL 34746
4764 ORMOND BEACH Way, Kissimmee, FL 34746 2
4764 ORMOND BEACH Way, Kissimmee, FL 34746 3
9 DARLINGTON Avenue #2A, Kissimmee, FL 34741
9 DARLINGTON Avenue #2A, Kissimmee, FL 34741 2
9 DARLINGTON Avenue #2A, Kissimmee, FL 34741 3
For rent
2691 SAN SIMEON Way, Kissimmee, FL 34741
2691 SAN SIMEON Way, Kissimmee, FL 34741 2
2691 SAN SIMEON Way, Kissimmee, FL 34741 3
1005 BASEBALL AND BOARDWALK Court, Kissimmee, FL 34746
1005 BASEBALL AND BOARDWALK Court, Kissimmee, FL 34746 2
1005 BASEBALL AND BOARDWALK Court, Kissimmee, FL 34746 3
3174 FELTRIM Place #201, Kissimmee, FL 34747
3174 FELTRIM Place #201, Kissimmee, FL 34747 2
3174 FELTRIM Place #201, Kissimmee, FL 34747 3
For rent
$2,400

3174 FELTRIM Place #201

Kissimmee, FL

3 beds2 baths sqft
1516 KELBY Road, Kissimmee, FL 34744
1516 KELBY Road, Kissimmee, FL 34744 2
1516 KELBY Road, Kissimmee, FL 34744 3
2541 JASMINE TRACE Drive, Kissimmee, FL 34758
2541 JASMINE TRACE Drive, Kissimmee, FL 34758 2
2541 JASMINE TRACE Drive, Kissimmee, FL 34758 3
7704 WESTLAND Drive, Kissimmee, FL 34747
7704 WESTLAND Drive, Kissimmee, FL 34747 2
7704 WESTLAND Drive, Kissimmee, FL 34747 3
169 CITRUS Drive, Kissimmee, FL 34743
169 CITRUS Drive, Kissimmee, FL 34743 2
169 CITRUS Drive, Kissimmee, FL 34743 3
206 VERNON Avenue, Kissimmee, FL 34741
206 VERNON Avenue, Kissimmee, FL 34741 2
206 VERNON Avenue, Kissimmee, FL 34741 3
For sale · 1 DAY
$699,000$168/sqft

206 VERNON Avenue

Kissimmee, FL

4 beds3 baths4,156 sqft

Courtesy of GPS PROPERTY GROUP INC.

513 HEARTWELL DR, Kissimmee, FL 34759
513 HEARTWELL DR, Kissimmee, FL 34759 2
513 HEARTWELL DR, Kissimmee, FL 34759 3
2412 AUGUSTA Way, Kissimmee, FL 34746For rent
$2,400

2412 AUGUSTA Way

Kissimmee, FL

4 beds2 baths1,868 sqft

Courtesy of LA ROSA REALTY KISSIMMEE

1852 CARIBBEAN VIEW Terrace, Kissimmee, FL 34747
1852 CARIBBEAN VIEW Terrace, Kissimmee, FL 34747 2
1852 CARIBBEAN VIEW Terrace, Kissimmee, FL 34747 3
3609 SAIL HARBOR Drive, Kissimmee, FL 34746
3609 SAIL HARBOR Drive, Kissimmee, FL 34746 2
3609 SAIL HARBOR Drive, Kissimmee, FL 34746 3
For sale · 32 DAYS
$327,000$173/sqft

3609 SAIL HARBOR Drive

Kissimmee, FL

3 beds2 baths1,895 sqft

Courtesy of THE REALTY EXPERIENCE POWERED BY LRR

218 CRANBROOK Drive, Kissimmee, FL 34758
218 CRANBROOK Drive, Kissimmee, FL 34758 2
218 CRANBROOK Drive, Kissimmee, FL 34758 3
For rent · 31 DAYS
4685 CHEYENNE POINT Trail, Kissimmee, FL 34746
4685 CHEYENNE POINT Trail, Kissimmee, FL 34746 2
4685 CHEYENNE POINT Trail, Kissimmee, FL 34746 3
For rent
$2,000

4685 CHEYENNE POINT Trail

Kissimmee, FL

3 beds2 baths1,228 sqft

Courtesy of CENTURY 21 ALL HOMES & PROPERT

2476 SWEETWATER CLUB Circle #107, Kissimmee, FL 34746
2476 SWEETWATER CLUB Circle #107, Kissimmee, FL 34746 2
2476 SWEETWATER CLUB Circle #107, Kissimmee, FL 34746 3
1801 HOUSTON Street, Kissimmee, FL 34743
1801 HOUSTON Street, Kissimmee, FL 34743 2
1801 HOUSTON Street, Kissimmee, FL 34743 3
2820 MOONSTONE Bend, Kissimmee, FL 34758
2820 MOONSTONE Bend, Kissimmee, FL 34758 2
2820 MOONSTONE Bend, Kissimmee, FL 34758 3
1112 OCEAN Street, Kissimmee, FL 34744
1112 OCEAN Street, Kissimmee, FL 34744 2
1112 OCEAN Street, Kissimmee, FL 34744 3
For sale · 1 DAY
$425,000$236/sqft

1112 OCEAN Street

Kissimmee, FL

6 beds
See 2,904 homes
← PreviousPage 21 of 121Next →

Living in Kissimmee

Where a short-term rental and a family home can both make sense. Highway 192 runs the rental communities near the parks, and downtown holds the older lakefront blocks. I live and work this market, so I know which streets hold value.

Nathalie Montmellisa hayesCaptivated Real EstateAshly SantiagoKiara Rivera Morla
5.0· 74 GOOGLE REVIEWS
976+ FAMILIES GUIDED · FL & WI
LICENSED FL & WIHABLAMOS ESPAÑOL
Sunrise over Kissimmee's lakefront park on Lake Tohopekaliga
The Kissimmee (Tohopekaliga) Lighthouse on the lakefront
A historic brick retail building on Broadway Avenue in downtown Kissimmee
PHOTOS: Chad Sparkes from Kissimmee,Florida, United States (CC BY 2.0) · Freeholdman12 (CC BY 4.0) · Pokemonprime (CC BY 4.0)

Kissimmee right now

AS OF NOV 6 · LIVE FROM THE MLS
ABOUT KISSIMMEE

Gateway city, working market.

Kissimmee sits on the south side of Orlando, wrapped around the theme-park corridor and stretched along US-192. New builds, resale subdivisions, and short-term rental zones all live here, and each one runs on its own rules.

Es un mercado activo, todos los días. I read the zoning, the HOA, and the short-term rental maps with you before you fall for a floor plan. First-time buyer, vacation home, or rental investor: same broker, same process, in English or Spanish.

QUESTIONS I GET ABOUT KISSIMMEE

Straight answers, no queue.

The count on this page is live from the MLS and changes through the day, so the number above the grid is the current one. To narrow it, filter by price and bedrooms, or call or text me at 414.712.6275 and tell me what you need in Kissimmee. I will send you a shorter, better list than any filter produces.

Yes. I am a bilingual real estate broker licensed in Florida, and I handle the entire Kissimmee transaction in Spanish if you prefer, from the first showing through inspection and closing. The same live search runs in Spanish at pedrobandorivera.com/es/buy/kissimmee, with the same listings.

A gateway city with a working market: new construction west along 192, resale neighborhoods around the lakefront and downtown, and short-term rental zones near the parks, each with its own rules and HOA.

Call or text 414.712.6275, or send the address through pedrobandorivera.com/contact. I answer my own messages the same day and schedule showings myself, so there is no lead form queue and no handoff. I work Kissimmee directly as a licensed broker, in English or Spanish.

KEEP LOOKING NEARBY

Central Florida, city by city.

KissimmeeSt. CloudCelebrationLake Nona
NEIGHBORHOOD GUIDES ON RETHOUGHT-REALESTATE.COM
Kissimmee guide→Celebration→Four Corners→Davenport→
BEFORE IT HITS THE FEED · KISSIMMEE

Don't see it yet? Tell me what you want in Kissimmee.

I hear about homes before they reach the feed, from agents I close with every month. Send me your budget and must-haves and I will go find it, in English or Spanish.

OR CALL OR TEXT414.712.6275
REAL ESTATE
CALL OR TEXT · HABLAMOS ESPAÑOL
414.712.6275
Pedro J Rivera, Broker & Founder
reThought Real Estate · Kissimmee, FL & Milwaukee, WI
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For sale · 184 DAYS
$325,000$224/sqft

2817 ALMATON Loop #304

Kissimmee, FL

3 beds2 baths1,450 sqft

Courtesy of SAVVY AVENUE, LLC

For rent
$1,640

502 MATTERHORN Place

Kissimmee, FL

3 beds2 baths1,451 sqft

Courtesy of FGI REALTY

For sale · 28 DAYS
$249,900$196/sqft

8452 CRYSTAL COVE Loop

Kissimmee, FL

3 beds3.5 baths1,277 sqft

Courtesy of POP REALTY POWERED BY SELLSTATE

For sale · 25 DAYS
$270,000$210/sqft

4764 ORMOND BEACH Way

Kissimmee, FL

3 beds3.5 baths1,286 sqft

Courtesy of REDFIN CORPORATION

$1,350

9 DARLINGTON Avenue #2A

Kissimmee, FL

1 bed1 bath600 sqft

Courtesy of CINO INTERNATIONAL INC

For sale · 31 DAYS
$485,000$183/sqft

2691 SAN SIMEON Way

Kissimmee, FL

4 beds3.5 baths2,645 sqft

Courtesy of JOY ESTATE ENTERPRISE INC

For rent
$2,000

1005 BASEBALL AND BOARDWALK Court

Kissimmee, FL

2 beds2 baths1,052 sqft

Courtesy of WISHING WELL REALTY

1,269

Courtesy of EC HOME

For sale · 1 DAY
$289,900$219/sqft

1516 KELBY Road

Kissimmee, FL

3 beds2 baths1,321 sqft

Courtesy of HOUWZER INC

For sale · 34 DAYS
$471,000$177/sqft

2541 JASMINE TRACE Drive

Kissimmee, FL

4 beds3 baths2,658 sqft

Courtesy of OPENDOOR BROKERAGE LLC

For sale · 2 DAYS
$1,195,000$233/sqft

7704 WESTLAND Drive

Kissimmee, FL

10 beds9 baths5,138 sqft

Courtesy of PALM CIRCLE REALTY

For sale · 1 DAY
$340,000$275/sqft

169 CITRUS Drive

Kissimmee, FL

3 beds2 baths1,238 sqft

Courtesy of CREEGAN GROUP

For sale · 34 DAYS
$265,000$178/sqft

513 HEARTWELL DR

Kissimmee, FL

2 beds2 baths1,488 sqft

Courtesy of BORCHINI REALTY

For sale · 1 DAY
$799,000$165/sqft

1852 CARIBBEAN VIEW Terrace

Kissimmee, FL

9 beds7.5 baths4,828 sqft

Courtesy of TEAM DONOVAN

$1,575

218 CRANBROOK Drive

Kissimmee, FL

3 beds2 baths1,838 sqft

Courtesy of MILA REALTY

For rent
$2,200

2476 SWEETWATER CLUB Circle #107

Kissimmee, FL

3 beds2 baths1,220 sqft

Courtesy of CENTURY 21 WOLF'S CROSSING REALTY

For rent
$2,150

1801 HOUSTON Street

Kissimmee, FL

3 beds3.5 baths1,452 sqft

Courtesy of DREAM BUILDERS REALTY

For rent · 29 DAYS
$1,995

2820 MOONSTONE Bend

Kissimmee, FL

3 beds2 baths1,634 sqft

Courtesy of IAD REAL ESTATE

4 baths
1,800 sqft

Courtesy of MAGICMIND REALTY LLC

$384,900
Median list price
308
Active listings
92
Avg days on market
$360
Avg price per sqft

Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.